Enzymatic Resolution of β-Amino Methyl Esters using Lipase B from Candida antarctica.

2008 ◽  
Author(s):  
Jaime Escalante ◽  
Enrique Díaz-Herrera ◽  
Eusebio Juaristi
Keyword(s):  
Methyl Esters ◽  
Candida Antarctica ◽  
Lipase B ◽  
Enzymatic Resolution

Enzymatic resolution of N-protected-β3-amino methyl esters, using lipase B from Candida antarctica

2005 ◽  
Vol 16 (3) ◽  
pp. 629-634 ◽  
Author(s):  
Patricia Flores-Sánchez ◽  
Jaime Escalante ◽  
Edmundo Castillo
Keyword(s):  
Methyl Esters ◽  
Candida Antarctica ◽  
Lipase B ◽  
Enzymatic Resolution

Structural features of N-benzylated-β-amino acid methyl esters essential for enantiodifferentiation by lipase B from Candida antarctica in hydrolytic reactions

2015 ◽  
Vol 26 (7) ◽  
pp. 325-332 ◽  
Author(s):  
Hiram Rangel ◽  
Manuel Carrillo-Morales ◽  
Juan M. Galindo ◽  
Edmundo Castillo ◽  
Arturo Obregón-Zúñiga ◽  
...  
Keyword(s):  
Amino Acid ◽  
Methyl Esters ◽  
Structural Features ◽  
Candida Antarctica ◽  
Lipase B ◽  
Acid Methyl ◽  
Amino Acid Methyl Esters

Optimization of synthesis of fatty acid methyl esters catalyzed by lipase B from Candida antarctica immobilized on hydrophobic supports

2013 ◽  
Vol 94 ◽  
pp. 51-56 ◽  
Author(s):  
Jakeline K. Poppe ◽  
Cristina Garcia-Galan ◽  
Carla R. Matte ◽  
Roberto Fernandez-Lafuente ◽  
Rafael C. Rodrigues ◽  
...  
Keyword(s):  
Fatty Acid ◽  
Fatty Acid Methyl Esters ◽  
Methyl Esters ◽  
Candida Antarctica ◽  
Lipase B ◽  
Acid Methyl ◽  
Hydrophobic Supports

Enzymatic resolution of racemic secondary alcohols by lipase B from Candida antarctica

2000 ◽  
Vol 77 (10) ◽  
pp. 1015-1019 ◽  
Author(s):  
Ramesh N. Patel ◽  
Amit Banerjee ◽  
Venkata Nanduri ◽  
Animesh Goswami ◽  
F. T. Comezoglu
Keyword(s):  
Candida Antarctica ◽  
Secondary Alcohols ◽  
Lipase B ◽  
Enzymatic Resolution

scholarly journals Mechanochemical enzymatic resolution of N-benzylated-β3-amino esters

2017 ◽  
Vol 13 ◽  
pp. 1728-1734 ◽  
Author(s):  
Mario Pérez-Venegas ◽  
Gloria Reyes-Rangel ◽  
Adrián Neri ◽  
Jaime Escalante ◽  
Eusebio Juaristi
Keyword(s):  
Amino Acids ◽  
Ball Milling ◽  
Present Article ◽  
Candida Antarctica ◽  
Lipase B ◽  
Enzymatic Resolution ◽  
Amino Esters ◽  
Enantioselective Reactions

The use of mechanochemistry to carry out enantioselective reactions has been explored in the last ten years with excellent results. Several chiral organocatalysts and even enzymes have proved to be resistant to milling conditions, which allows for rather efficient enantioselective transformations under ball-milling conditions. The present article reports the first example of a liquid-assisted grinding (LAG) mechanochemical enzymatic resolution of racemic β3-amino esters employing Candida antarctica lipase B (CALB) to afford highly valuable enantioenriched N-benzylated-β3-amino acids in good yields. Furthermore the present protocol is readily scalable.

Modelling and Predicting Enzyme Enantioselectivity: the Aid of Computational Methods for the Rational use of Lipase B from Candida antarctica

2015 ◽  
Vol 4 (2) ◽  
pp. 87-99 ◽  
Author(s):  
Valerio Ferrario ◽  
Cynthia Ebert ◽  
Patrizia Nitti ◽  
Giuliana Pitacco ◽  
Lucia Gardossi
Keyword(s):  
Computational Methods ◽  
Candida Antarctica ◽  
Lipase B ◽  
Rational Use

Pore-expanded SBA-15 for the immobilization of a recombinant Candida antarctica lipase B: Application in esterification and hydrolysis as model reactions

2018 ◽  
Vol 129 ◽  
pp. 12-24 ◽  
Author(s):  
Nathalia Saraiva Rios ◽  
Maisa Pessoa Pinheiro ◽  
Magno Luís Bezerra Lima ◽  
Denise Maria Guimarães Freire ◽  
Ivanildo José da Silva ◽  
...  
Keyword(s):  
Candida Antarctica ◽  
Candida Antarctica Lipase B ◽  
Candida Antarctica Lipase ◽  
Lipase B ◽  
Model Reactions

Structural effects on chemo- and enantioselectivity of Candida antarctica lipase B - Resolution of β-amino esters

2002 ◽  
Vol 80 (6) ◽  
pp. 565-570 ◽  
Author(s):  
Szilvia Gedey ◽  
Arto Liljeblad ◽  
László Lázár ◽  
Ferenc Fülöp ◽  
Liisa T Kanerva
Keyword(s):  
Key Words ◽  
Candida Antarctica ◽  
Diisopropyl Ether ◽  
The Other ◽  
Candida Antarctica Lipase B ◽  
Candida Antarctica Lipase ◽  
Structural Effects ◽  
Lipase B ◽  
Amino Esters ◽  
Catalyzed Reactions

The Candida antarctica lipase B-catalyzed reactions of five β-amino esters with neat butyl butanoate and with 2,2,2-trifluoroethyl butanoate in diisopropyl ether were studied, as were the reactions of the same β-amino esters and their N-butanamides with neat butanol. The possibility for sequential resolution, where the amino and ester functions of the substrate both react with an achiral butanoate, became less likely with increasing size of the substrate from ethyl 3-aminobutanoate (1a) to pentanoate (1b) or larger. On the other hand, the alcoholyses of N-acylated β-amino esters successfully proceeded in butanol with E > 100. Gram-scale resolution of the N-butanoylated 1a was performed to demonstrate the usefulness of the method. Key words: lipase, interesterification, acylation, alcoholysis, resolution, β-amino esters.

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